PlantaeDB Logo
Login Sign-up

(1S,3R,6S,7S,8R,11S,12S,14S,15R,16R)-14-acetyloxy-6-hydroxy-15-[(2R)-7-hydroxy-6-methyl-5-methylidene-4-oxoheptan-2-yl]-7,12,16-trimethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecane-7-carboxylic acid

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

Top
Internal ID ffcffb09-8d7b-4309-91d7-29e2f1adf93b
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
IUPAC Name (1S,3R,6S,7S,8R,11S,12S,14S,15R,16R)-14-acetyloxy-6-hydroxy-15-[(2R)-7-hydroxy-6-methyl-5-methylidene-4-oxoheptan-2-yl]-7,12,16-trimethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecane-7-carboxylic acid
SMILES (Canonical) CC(CC(=O)C(=C)C(C)CO)C1C(CC2(C1(CCC34C2CCC5C3(C4)CCC(C5(C)C(=O)O)O)C)C)OC(=O)C
SMILES (Isomeric) C[C@H](CC(=O)C(=C)C(C)CO)[C@H]1[C@H](C[C@@]2([C@@]1(CC[C@]34[C@H]2CC[C@@H]5[C@]3(C4)CC[C@@H]([C@@]5(C)C(=O)O)O)C)C)OC(=O)C
InChI InChI=1S/C33H50O7/c1-18(14-22(36)20(3)19(2)16-34)27-23(40-21(4)35)15-30(6)24-8-9-25-31(7,28(38)39)26(37)10-11-32(25)17-33(24,32)13-12-29(27,30)5/h18-19,23-27,34,37H,3,8-17H2,1-2,4-7H3,(H,38,39)/t18-,19?,23+,24+,25+,26+,27+,29-,30+,31+,32-,33+/m1/s1
InChI Key RXLLRXGUFZUAPE-WJPVUZNISA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C33H50O7
Molecular Weight 558.70 g/mol
Exact Mass 558.35565393 g/mol
Topological Polar Surface Area (TPSA) 121.00 Ų
XlogP 5.90
Atomic LogP (AlogP) 5.17
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 8

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (1S,3R,6S,7S,8R,11S,12S,14S,15R,16R)-14-acetyloxy-6-hydroxy-15-[(2R)-7-hydroxy-6-methyl-5-methylidene-4-oxoheptan-2-yl]-7,12,16-trimethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecane-7-carboxylic acid

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9703 97.03%
Caco-2 - 0.7498 74.98%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7073 70.73%
OATP2B1 inhibitior - 0.5639 56.39%
OATP1B1 inhibitior + 0.8836 88.36%
OATP1B3 inhibitior + 0.8967 89.67%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.6579 65.79%
BSEP inhibitior + 0.8520 85.20%
P-glycoprotein inhibitior + 0.6586 65.86%
P-glycoprotein substrate - 0.5252 52.52%
CYP3A4 substrate + 0.6769 67.69%
CYP2C9 substrate - 0.8038 80.38%
CYP2D6 substrate - 0.8862 88.62%
CYP3A4 inhibition - 0.7620 76.20%
CYP2C9 inhibition - 0.5653 56.53%
CYP2C19 inhibition - 0.8909 89.09%
CYP2D6 inhibition - 0.9413 94.13%
CYP1A2 inhibition - 0.8627 86.27%
CYP2C8 inhibition + 0.5232 52.32%
CYP inhibitory promiscuity - 0.8501 85.01%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7314 73.14%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.9249 92.49%
Skin irritation + 0.5173 51.73%
Skin corrosion - 0.9482 94.82%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4216 42.16%
Micronuclear - 0.7300 73.00%
Hepatotoxicity - 0.6294 62.94%
skin sensitisation - 0.8987 89.87%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.6132 61.32%
Acute Oral Toxicity (c) III 0.4604 46.04%
Estrogen receptor binding + 0.7094 70.94%
Androgen receptor binding + 0.7443 74.43%
Thyroid receptor binding - 0.4912 49.12%
Glucocorticoid receptor binding + 0.7473 74.73%
Aromatase binding + 0.7619 76.19%
PPAR gamma + 0.6432 64.32%
Honey bee toxicity - 0.7383 73.83%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.7255 72.55%
Fish aquatic toxicity + 0.9958 99.58%

Targets

Top

Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.63% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.20% 96.09%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 95.45% 96.95%
CHEMBL221 P23219 Cyclooxygenase-1 93.78% 90.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.84% 91.11%
CHEMBL340 P08684 Cytochrome P450 3A4 90.66% 91.19%
CHEMBL2581 P07339 Cathepsin D 90.14% 98.95%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 89.62% 98.75%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 85.98% 94.62%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 85.81% 93.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.48% 97.09%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.94% 95.89%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 84.88% 96.47%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.54% 91.07%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 84.33% 95.17%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 83.44% 97.47%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 82.45% 95.71%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.01% 100.00%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 81.64% 97.21%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.20% 100.00%

Plants that contains it

Top
Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Neoboutonia melleri

Cross-Links

Top
PubChem 57332643
LOTUS LTS0250363
wikiData Q105247120